新型含呋喃环结构的吡唑肟酯类化合物的合成及其生物活性  

Synthesis and Bioactivity of Novel Pyrazole Oxime Ester Derivatives Containing Furan Moiety

作　　者：石玉军[1,2] 王森林[1] 何海兵[2] 李钰[2] 李阳[1] 方源[1] 戴红[2] 

机构地区：[1]江苏科技大学环境与化学工程学院,镇江212003 [2]南通大学化学化工学院,南通226019

出　　处：《有机化学》2015年第8期1785-1791,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21202089);江苏省"六大人才高峰"(Nos.2011-SWYY-009;2013-SWYY-013)资助项目~~

摘　　要：为了寻找具有较高活性的杂环农药,通过5-取代苯基-2-呋喃甲酰氯与取代吡唑肟的缩合反应,制备了一系列含多取代基呋喃环结构的吡唑肟酯类化合物.利用1H NMR,13C NMR和元素分析对目标化合物的结构进行了表征.初步的生物试验结果表明,某些化合物表现出一定的杀虫或杀螨活性.其中,5-(4-三氟甲基苯基)呋喃-2-甲酸-[1-甲基-3-甲基-5-(2,4-二氯苯氧基)吡唑-4-甲醛]肟酯(6g)在浓度为400μg/m L时对朱砂叶螨的杀死率达到83%;5-(4-氟苯基)呋喃-2-甲酸-[1-(4-甲基苯基)-3-甲基-5-(4-甲基苯氧基)吡唑-4-甲醛]肟酯(6m)在浓度为400μg/m L时对小菜蛾和蚜虫表现的杀死率分别为71%和64%.In search of novel heterocyclic compounds with potent biological activities, a series of novel pyrazole oxime ester derivatives bearing substituted furan ring were prepared by the reaction of 5-substituted phenyl-2-furan carbonyl chloride with different pyrazole oximes. The structures of the target compounds were characterized by 1H NMR, 13 C NMR and elemental analysis. The bioassay data exhibited that some title compounds showed certain acaricidal or insecticidal activities. For example, 5-（4-trifluoromethylphenyl）furan-2-formic acid-[1-methyl-3-methyl-5-（2,4-dichlorophenoxy）pyrazole-4-carbaldehyde]-oxime ester（6g） displayed 83% inhibition rate against Tetranychus cinnabarinus at the concentration of 400 μg/m L, and 5-（4-fluorophenyl）furan-2-formic acid-[1-（4-methylphenyl）-3-methyl-5-（4-methylphenoxy）pyrazole-4-carbaldehyde]oxime ester（6m）showed insecticidal activity against Plutella xylostella and Aphis craccivora with 71% and 64% mortality, respectively, at the same concentration.

关 键 词：呋喃 吡唑肟 合成 生物活性 

分 类 号：TQ450.1[化学工程—农药化工]